Matthew Schloss has built his career around a question most people avoid until it's too late: what actually happens to your money and your family when you're gone. So when Matthew Schloss joined Sean Kelly on the Digital Social Hour, the two dug straight into the practical differences between a trust and a will, and why so many families get that decision wrong.
The conversation doesn't stay in the weeds of paperwork for long. It moves from the mechanics of estate planning into Schloss's own story of growing up in the foster care system, and how that experience shaped both his drive and his sense of what real financial security requires.
About Matthew Schloss
Matthew Schloss built his career around trusts, estate planning, and asset protection, helping families structure their finances so their wealth survives them. His work centers on a case he makes often: that a trust, not a will, is the stronger safeguard for anyone who owns property or has children under 18.
That focus is personal. Schloss came up through the foster care system, and he traces his current understanding of financial planning back to lessons learned the hard way as a kid without a safety net. He has since built what he describes as a financial empire, and he's known online through his Instagram, Money Myth Buster, where he continues to make the case for smarter, more protective financial planning.
What Matthew Schloss and Sean Kelly Talked About
- Why a trust offers stronger protection than a will for anyone with property or minor children
- The financial lessons Matthew Schloss carried out of the foster care system
- How to use debt strategically instead of avoiding it altogether
- What it actually takes to retire comfortably, beyond a traditional 401(k) or IRA
- Why the common idea of 'passive income' misses what real wealth-building requires
- Ideas for improving the foster care system based on lived experience
- Why competition in business should be treated as fuel rather than a threat
- The personal 'why' that keeps Schloss building toward generational wealth
Why This Conversation Matters
Estate planning rarely gets discussed with this much honesty or urgency. Matthew Schloss brings both technical clarity and a hard-won personal story to a topic most people put off, making this episode a useful watch for anyone who has assumed a will is enough or assumed financial planning is only for people who already have money.
▶ Watch the full episode on YouTube
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About Sean Kelly & the Digital Social Hour
Sean Kelly is an entrepreneur and the host of the Digital Social Hour, one of the fastest-growing interview podcasts in the world, where he sits down with entrepreneurs, athletes, creators, and cultural voices for candid, long-form conversations. The show draws over 100 million views a month across platforms. Explore more guest features on SeanKelly.io.
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